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Featured Vacation Homes in Bend

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Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend, OR
Located in Old Bend, this historic vacation home is within a 15-minute walk of Des Chutes Historical Museum and Old Mill District. Les Schwab Amphitheater is 1.1 mi (1.7 km) away.
 
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Cozy Family Home, Wood Stove, Basketball Hoop!

Cozy Family Home, Wood Stove, Basketball Hoop!

Bend, OR
Situated in Bend, this vacation home is within 1 mi (2 km) of Sunriver Homeowners Aquatic & Recreation Center, Fort Rock Park, and The Village. Sunriver Resort Golf Course and Sunriver Nature Center are also within 2 mi (3 km).
 
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Bachelor 5

Bachelor 5

4.0 out of 5.0 5 Bachelor Lane, Sunriver, Bend, OR
This vacation home features an indoor pool, a fitness center, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A convenience store is also provided.
 
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13 Vine Maple Sunriver Lodge

13 Vine Maple Sunriver Lodge

4.0 out of 5.0 13 Vine Maple, Bend, OR
A restaurant and an outdoor pool are featured at this vacation home. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.
 
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Beautiful Custom Home With Master Suite, Pool Access & Close to Town

Beautiful Custom Home With Master Suite, Pool Access & Close to Town

Bend, OR
A spa tub is available at this vacation home.
 
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Black Butte Ranch

Black Butte Ranch

3.5 out of 5.0 13899 Bishops Cap, Sisters, OR
Ski-in/ski-out access, a full-service spa, and 15 outdoor tennis courts are all featured at this vacation home. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.
 
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Modern Bungalow ~ Private Hot Tub ~ Convenient Location

Modern Bungalow ~ Private Hot Tub ~ Convenient Location

Bend, OR
A spa tub is available at this vacation home.
 
$129
Deschutes House-mt. Bachelor's Shoo-inn W/sauna- Sleeps 8 - Prime Location+bonus

Deschutes House-mt. Bachelor's Shoo-inn W/sauna- Sleeps 8 - Prime Location+bonus

Bend, OR
This vacation home features an outdoor tennis court and a fitness center. Enjoy the sauna and conveniences like a garden and barbecue grills.
 
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27 Tokatee Vacation Home 4 Bedroom

27 Tokatee Vacation Home 4 Bedroom

3.5 out of 5.0 57972 Tokatee Lane, Bend, OR
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. An indoor pool is also provided.
 
$125
Cute Restored 3 Bedroom Bungalow Near Downtown Redmond Oregon

Cute Restored 3 Bedroom Bungalow Near Downtown Redmond Oregon

Redmond, OR
Situated in Redmond, this vacation home is 2.2 mi (3.6 km) from Redmond Caves Recreation Area and 2.5 mi (3.9 km) from Deschutes County Fairgrounds Expo Center. Hooker Creek Events Center and Juniper Golf Course are also within 3 mi (5 km).
 
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Westside Walkable - Perfect Bend Bungalow - Fireplace, A/c, Walk to Everything!

Westside Walkable - Perfect Bend Bungalow - Fireplace, A/c, Walk to Everything!

Bend, OR
Located in the heart of Bend, this vacation home is within 2 mi (3 km) of Drake Park, Les Schwab Amphitheater, and Old Mill District. Westside Church and Tower Theater are also within 1 mi (2 km).
 
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Single-level Home With A/C & Private hot tub

Single-level Home With A/C & Private hot tub

Bend, OR
A spa tub is available at this vacation home.
 
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Bend Vacation Home Rentals

What kind of vacation do you want in Bend? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Bend that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Bend, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Top Trending Hotels in Bend

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$148
Riverhouse on the Deschutes

Riverhouse on the Deschutes

3.5 out of 5.0 3075 N. Business 97, Bend, OR
Located in Orchard District, this spa resort is within 3 mi (5 km) of Tower Theater, Drake Park, and Old Mill District. Les Schwab Amphitheater and Deschutes Brewery are also within 3 mi (5 km).
 
$119
Best Western Premier Peppertree Inn at Bend

Best Western Premier Peppertree Inn at Bend

3.5 out of 5.0 1082 SW Yates Dr, Bend, OR
Located in Century West, this hotel is within 2 mi (3 km) of Deschutes Brewery, Les Schwab Amphitheater, and Old Mill District. Des Chutes Historical Museum and Tower Theater are also within 3 mi (5 km).
 
$110
Holiday Inn Express & Suites Bend

Holiday Inn Express & Suites Bend

2.5 out of 5.0 20615 Grandview Dr, Bend, OR
Located in Boyd Acres, this hotel is 3 mi (4.9 km) from Bend River Promenade and 3.1 mi (5 km) from Sun Mountain Fun Center. Les Schwab Amphitheater and Old Mill District are also within 6 mi (10 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.